BRPI0620133A2 - composto, utilização de um composto, processo de preparação de compostos e composição farmacêutica - Google Patents
composto, utilização de um composto, processo de preparação de compostos e composição farmacêutica Download PDFInfo
- Publication number
- BRPI0620133A2 BRPI0620133A2 BRPI0620133-4A BRPI0620133A BRPI0620133A2 BR PI0620133 A2 BRPI0620133 A2 BR PI0620133A2 BR PI0620133 A BRPI0620133 A BR PI0620133A BR PI0620133 A2 BRPI0620133 A2 BR PI0620133A2
- Authority
- BR
- Brazil
- Prior art keywords
- formula
- cholest
- oxyimino
- dien
- diseases
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims description 79
- 238000002360 preparation method Methods 0.000 title claims description 17
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 8
- 239000003814 drug Substances 0.000 claims abstract description 47
- 150000003839 salts Chemical class 0.000 claims abstract description 27
- 239000002253 acid Substances 0.000 claims abstract description 22
- 210000001185 bone marrow Anatomy 0.000 claims abstract description 20
- 230000000324 neuroprotective effect Effects 0.000 claims abstract description 20
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 45
- 210000004027 cell Anatomy 0.000 claims description 44
- -1 3-oxyimino-cholest-4-en-6-one Chemical class 0.000 claims description 42
- 238000011282 treatment Methods 0.000 claims description 32
- 208000014674 injury Diseases 0.000 claims description 28
- 230000007850 degeneration Effects 0.000 claims description 27
- 201000010099 disease Diseases 0.000 claims description 27
- 150000002148 esters Chemical class 0.000 claims description 24
- 230000032683 aging Effects 0.000 claims description 21
- 230000008733 trauma Effects 0.000 claims description 21
- 150000007513 acids Chemical class 0.000 claims description 20
- 229940079593 drug Drugs 0.000 claims description 20
- 210000002569 neuron Anatomy 0.000 claims description 19
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims description 18
- 230000006907 apoptotic process Effects 0.000 claims description 18
- 208000035475 disorder Diseases 0.000 claims description 18
- 230000034994 death Effects 0.000 claims description 15
- 230000017074 necrotic cell death Effects 0.000 claims description 15
- 230000004770 neurodegeneration Effects 0.000 claims description 14
- 208000015122 neurodegenerative disease Diseases 0.000 claims description 13
- 208000002320 spinal muscular atrophy Diseases 0.000 claims description 13
- 230000001120 cytoprotective effect Effects 0.000 claims description 12
- 210000004556 brain Anatomy 0.000 claims description 10
- 230000003293 cardioprotective effect Effects 0.000 claims description 10
- 230000007170 pathology Effects 0.000 claims description 10
- 208000030507 AIDS Diseases 0.000 claims description 9
- 230000003412 degenerative effect Effects 0.000 claims description 9
- 230000001575 pathological effect Effects 0.000 claims description 9
- 230000002093 peripheral effect Effects 0.000 claims description 9
- 230000002265 prevention Effects 0.000 claims description 8
- 208000017169 kidney disease Diseases 0.000 claims description 7
- 208000019423 liver disease Diseases 0.000 claims description 7
- 230000021597 necroptosis Effects 0.000 claims description 7
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 7
- 230000001684 chronic effect Effects 0.000 claims description 6
- 206010012601 diabetes mellitus Diseases 0.000 claims description 6
- 210000005036 nerve Anatomy 0.000 claims description 6
- 230000001537 neural effect Effects 0.000 claims description 6
- 210000001044 sensory neuron Anatomy 0.000 claims description 6
- 208000019553 vascular disease Diseases 0.000 claims description 6
- 206010003694 Atrophy Diseases 0.000 claims description 5
- 208000023105 Huntington disease Diseases 0.000 claims description 5
- 230000037444 atrophy Effects 0.000 claims description 5
- 210000002064 heart cell Anatomy 0.000 claims description 5
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 5
- 208000023275 Autoimmune disease Diseases 0.000 claims description 4
- 208000035143 Bacterial infection Diseases 0.000 claims description 4
- 208000024172 Cardiovascular disease Diseases 0.000 claims description 4
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims description 4
- 208000018035 Dental disease Diseases 0.000 claims description 4
- 208000019693 Lung disease Diseases 0.000 claims description 4
- 208000029578 Muscle disease Diseases 0.000 claims description 4
- 201000004810 Vascular dementia Diseases 0.000 claims description 4
- 208000036142 Viral infection Diseases 0.000 claims description 4
- 230000002424 anti-apoptotic effect Effects 0.000 claims description 4
- 230000000421 anti-necrotic effect Effects 0.000 claims description 4
- 238000011394 anticancer treatment Methods 0.000 claims description 4
- 210000003984 auditory pathway Anatomy 0.000 claims description 4
- 208000022362 bacterial infectious disease Diseases 0.000 claims description 4
- 210000000988 bone and bone Anatomy 0.000 claims description 4
- 210000002808 connective tissue Anatomy 0.000 claims description 4
- 206010015037 epilepsy Diseases 0.000 claims description 4
- 210000001035 gastrointestinal tract Anatomy 0.000 claims description 4
- 230000002489 hematologic effect Effects 0.000 claims description 4
- 208000027866 inflammatory disease Diseases 0.000 claims description 4
- 230000003902 lesion Effects 0.000 claims description 4
- 208000030159 metabolic disease Diseases 0.000 claims description 4
- 210000003470 mitochondria Anatomy 0.000 claims description 4
- 201000006938 muscular dystrophy Diseases 0.000 claims description 4
- 208000027232 peripheral nervous system disease Diseases 0.000 claims description 4
- 208000033808 peripheral neuropathy Diseases 0.000 claims description 4
- 230000000472 traumatic effect Effects 0.000 claims description 4
- 230000003612 virological effect Effects 0.000 claims description 4
- 206010056677 Nerve degeneration Diseases 0.000 claims description 3
- 208000034189 Sclerosis Diseases 0.000 claims description 3
- 229940126601 medicinal product Drugs 0.000 claims description 3
- 230000000626 neurodegenerative effect Effects 0.000 claims description 3
- 201000001119 neuropathy Diseases 0.000 claims description 3
- 230000007823 neuropathy Effects 0.000 claims description 3
- 210000001328 optic nerve Anatomy 0.000 claims description 3
- 208000020084 Bone disease Diseases 0.000 claims description 2
- 206010064851 Bone marrow ischaemia Diseases 0.000 claims description 2
- 201000006474 Brain Ischemia Diseases 0.000 claims description 2
- 208000010693 Charcot-Marie-Tooth Disease Diseases 0.000 claims description 2
- 208000012659 Joint disease Diseases 0.000 claims description 2
- 208000015100 cartilage disease Diseases 0.000 claims description 2
- 208000018631 connective tissue disease Diseases 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- 150000007522 mineralic acids Chemical class 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 235000005985 organic acids Nutrition 0.000 claims description 2
- 230000001953 sensory effect Effects 0.000 claims description 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 2
- 208000016222 Pancreatic disease Diseases 0.000 claims 1
- 208000014951 hematologic disease Diseases 0.000 claims 1
- 230000035987 intoxication Effects 0.000 claims 1
- 231100000566 intoxication Toxicity 0.000 claims 1
- 230000010021 mitochondrial pathology Effects 0.000 claims 1
- 208000024691 pancreas disease Diseases 0.000 claims 1
- 208000017520 skin disease Diseases 0.000 claims 1
- 210000002161 motor neuron Anatomy 0.000 abstract description 34
- 230000004083 survival effect Effects 0.000 abstract description 16
- 230000000694 effects Effects 0.000 abstract description 14
- QNTASHOAVRSLMD-GYKMGIIDSA-N n-[(8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]hydroxylamine Chemical class C1CC2=CC(=NO)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 QNTASHOAVRSLMD-GYKMGIIDSA-N 0.000 abstract description 4
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 abstract 3
- 101150065749 Churc1 gene Proteins 0.000 abstract 3
- 102100038239 Protein Churchill Human genes 0.000 abstract 3
- LVYGYHKQJHFGNS-LKGWFGLDSA-N (8s,9s,10r,13r,14s,17r)-3-hydroxyimino-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,7,8,9,11,12,14,15,16,17-decahydro-1h-cyclopenta[a]phenanthren-6-one Chemical compound C1C(=O)C2=CC(=NO)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 LVYGYHKQJHFGNS-LKGWFGLDSA-N 0.000 abstract 2
- 230000010534 mechanism of action Effects 0.000 abstract 1
- 230000008092 positive effect Effects 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 32
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 24
- 238000000034 method Methods 0.000 description 18
- 206010028851 Necrosis Diseases 0.000 description 14
- 208000011580 syndromic disease Diseases 0.000 description 14
- 230000030833 cell death Effects 0.000 description 13
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 12
- 108010025020 Nerve Growth Factor Proteins 0.000 description 12
- 102000007072 Nerve Growth Factors Human genes 0.000 description 10
- 230000001154 acute effect Effects 0.000 description 9
- 239000002609 medium Substances 0.000 description 9
- 239000003900 neurotrophic factor Substances 0.000 description 9
- 230000002792 vascular Effects 0.000 description 9
- 102000004219 Brain-derived neurotrophic factor Human genes 0.000 description 8
- 108090000715 Brain-derived neurotrophic factor Proteins 0.000 description 8
- 229940077737 brain-derived neurotrophic factor Drugs 0.000 description 8
- 230000001413 cellular effect Effects 0.000 description 8
- 230000006378 damage Effects 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 206010021143 Hypoxia Diseases 0.000 description 7
- 206010038923 Retinopathy Diseases 0.000 description 7
- 208000027418 Wounds and injury Diseases 0.000 description 7
- 206010003246 arthritis Diseases 0.000 description 7
- 208000016354 hearing loss disease Diseases 0.000 description 7
- 230000007246 mechanism Effects 0.000 description 7
- 230000008569 process Effects 0.000 description 7
- 239000003053 toxin Substances 0.000 description 7
- 231100000765 toxin Toxicity 0.000 description 7
- 108700012359 toxins Proteins 0.000 description 7
- 206010011878 Deafness Diseases 0.000 description 6
- 201000004624 Dermatitis Diseases 0.000 description 6
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 description 6
- 241000124008 Mammalia Species 0.000 description 6
- 208000014413 Maternally-inherited diabetes and deafness Diseases 0.000 description 6
- 208000021642 Muscular disease Diseases 0.000 description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
- 231100000895 deafness Toxicity 0.000 description 6
- 208000028867 ischemia Diseases 0.000 description 6
- 230000000717 retained effect Effects 0.000 description 6
- 208000002367 Retinal Perforations Diseases 0.000 description 5
- 239000004480 active ingredient Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 108010005939 Ciliary Neurotrophic Factor Proteins 0.000 description 4
- 102100031614 Ciliary neurotrophic factor Human genes 0.000 description 4
- 206010012289 Dementia Diseases 0.000 description 4
- 208000010412 Glaucoma Diseases 0.000 description 4
- 108010043121 Green Fluorescent Proteins Proteins 0.000 description 4
- 102000004144 Green Fluorescent Proteins Human genes 0.000 description 4
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
- 201000004681 Psoriasis Diseases 0.000 description 4
- 206010038910 Retinitis Diseases 0.000 description 4
- 230000001640 apoptogenic effect Effects 0.000 description 4
- 208000011775 arteriosclerosis disease Diseases 0.000 description 4
- 230000000747 cardiac effect Effects 0.000 description 4
- 210000003169 central nervous system Anatomy 0.000 description 4
- 239000013043 chemical agent Substances 0.000 description 4
- 210000003618 cortical neuron Anatomy 0.000 description 4
- 230000004064 dysfunction Effects 0.000 description 4
- 239000005090 green fluorescent protein Substances 0.000 description 4
- 230000007954 hypoxia Effects 0.000 description 4
- 208000002780 macular degeneration Diseases 0.000 description 4
- 238000004949 mass spectrometry Methods 0.000 description 4
- 238000002483 medication Methods 0.000 description 4
- 230000032405 negative regulation of neuron apoptotic process Effects 0.000 description 4
- 210000000578 peripheral nerve Anatomy 0.000 description 4
- 239000003208 petroleum Substances 0.000 description 4
- 238000000746 purification Methods 0.000 description 4
- 210000001519 tissue Anatomy 0.000 description 4
- 206010002329 Aneurysm Diseases 0.000 description 3
- 206010002660 Anoxia Diseases 0.000 description 3
- 241000976983 Anoxia Species 0.000 description 3
- 206010002961 Aplasia Diseases 0.000 description 3
- 206010003591 Ataxia Diseases 0.000 description 3
- 206010003658 Atrial Fibrillation Diseases 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 206010006458 Bronchitis chronic Diseases 0.000 description 3
- KLWPJMFMVPTNCC-UHFFFAOYSA-N Camptothecin Natural products CCC1(O)C(=O)OCC2=C1C=C3C4Nc5ccccc5C=C4CN3C2=O KLWPJMFMVPTNCC-UHFFFAOYSA-N 0.000 description 3
- 206010007556 Cardiac failure acute Diseases 0.000 description 3
- 206010007558 Cardiac failure chronic Diseases 0.000 description 3
- 208000002177 Cataract Diseases 0.000 description 3
- 208000000668 Chronic Pancreatitis Diseases 0.000 description 3
- 208000011231 Crohn disease Diseases 0.000 description 3
- 208000014311 Cushing syndrome Diseases 0.000 description 3
- 108020004414 DNA Proteins 0.000 description 3
- 206010012689 Diabetic retinopathy Diseases 0.000 description 3
- 206010013801 Duchenne Muscular Dystrophy Diseases 0.000 description 3
- 208000014094 Dystonic disease Diseases 0.000 description 3
- 206010014561 Emphysema Diseases 0.000 description 3
- 206010016654 Fibrosis Diseases 0.000 description 3
- 206010018364 Glomerulonephritis Diseases 0.000 description 3
- 208000023661 Haematological disease Diseases 0.000 description 3
- 206010019280 Heart failures Diseases 0.000 description 3
- 208000031220 Hemophilia Diseases 0.000 description 3
- 208000009292 Hemophilia A Diseases 0.000 description 3
- 208000032843 Hemorrhage Diseases 0.000 description 3
- 206010019799 Hepatitis viral Diseases 0.000 description 3
- 102100022745 Laminin subunit alpha-2 Human genes 0.000 description 3
- 208000009564 MELAS Syndrome Diseases 0.000 description 3
- 206010028372 Muscular weakness Diseases 0.000 description 3
- 201000009623 Myopathy Diseases 0.000 description 3
- 208000012905 Myotonic disease Diseases 0.000 description 3
- 206010068871 Myotonic dystrophy Diseases 0.000 description 3
- 206010031252 Osteomyelitis Diseases 0.000 description 3
- 208000001132 Osteoporosis Diseases 0.000 description 3
- 206010033645 Pancreatitis Diseases 0.000 description 3
- 206010033647 Pancreatitis acute Diseases 0.000 description 3
- 206010033649 Pancreatitis chronic Diseases 0.000 description 3
- 206010033661 Pancytopenia Diseases 0.000 description 3
- 208000013234 Pearson syndrome Diseases 0.000 description 3
- 208000018262 Peripheral vascular disease Diseases 0.000 description 3
- 206010035664 Pneumonia Diseases 0.000 description 3
- 206010036030 Polyarthritis Diseases 0.000 description 3
- 208000035965 Postoperative Complications Diseases 0.000 description 3
- 241000700159 Rattus Species 0.000 description 3
- 201000007737 Retinal degeneration Diseases 0.000 description 3
- 208000017442 Retinal disease Diseases 0.000 description 3
- 206010040047 Sepsis Diseases 0.000 description 3
- 208000006011 Stroke Diseases 0.000 description 3
- 208000025865 Ulcer Diseases 0.000 description 3
- 201000010802 Wolfram syndrome Diseases 0.000 description 3
- 201000003229 acute pancreatitis Diseases 0.000 description 3
- 206010002022 amyloidosis Diseases 0.000 description 3
- 208000007502 anemia Diseases 0.000 description 3
- 230000007953 anoxia Effects 0.000 description 3
- 238000011319 anticancer therapy Methods 0.000 description 3
- 206010003119 arrhythmia Diseases 0.000 description 3
- 208000006673 asthma Diseases 0.000 description 3
- 208000010668 atopic eczema Diseases 0.000 description 3
- 230000003115 biocidal effect Effects 0.000 description 3
- 206010006451 bronchitis Diseases 0.000 description 3
- VSJKWCGYPAHWDS-FQEVSTJZSA-N camptothecin Chemical compound C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-FQEVSTJZSA-N 0.000 description 3
- 229940127093 camptothecin Drugs 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
- 208000007451 chronic bronchitis Diseases 0.000 description 3
- 230000007882 cirrhosis Effects 0.000 description 3
- 208000019425 cirrhosis of liver Diseases 0.000 description 3
- 201000006815 congenital muscular dystrophy Diseases 0.000 description 3
- 230000032798 delamination Effects 0.000 description 3
- VSJKWCGYPAHWDS-UHFFFAOYSA-N dl-camptothecin Natural products C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)C5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-UHFFFAOYSA-N 0.000 description 3
- 208000010118 dystonia Diseases 0.000 description 3
- 210000002257 embryonic structure Anatomy 0.000 description 3
- 210000003743 erythrocyte Anatomy 0.000 description 3
- 238000013467 fragmentation Methods 0.000 description 3
- 238000006062 fragmentation reaction Methods 0.000 description 3
- 230000035876 healing Effects 0.000 description 3
- 238000011534 incubation Methods 0.000 description 3
- 230000002757 inflammatory effect Effects 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
- 238000002347 injection Methods 0.000 description 3
- 201000006370 kidney failure Diseases 0.000 description 3
- 201000002364 leukopenia Diseases 0.000 description 3
- 231100001022 leukopenia Toxicity 0.000 description 3
- 206010025135 lupus erythematosus Diseases 0.000 description 3
- 208000012268 mitochondrial disease Diseases 0.000 description 3
- 230000002438 mitochondrial effect Effects 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 210000003205 muscle Anatomy 0.000 description 3
- 230000036473 myasthenia Effects 0.000 description 3
- 208000010125 myocardial infarction Diseases 0.000 description 3
- 208000031225 myocardial ischemia Diseases 0.000 description 3
- 230000016273 neuron death Effects 0.000 description 3
- 208000004235 neutropenia Diseases 0.000 description 3
- 201000008482 osteoarthritis Diseases 0.000 description 3
- 206010033103 otosclerosis Diseases 0.000 description 3
- 210000000496 pancreas Anatomy 0.000 description 3
- 208000008510 paroxysmal tachycardia Diseases 0.000 description 3
- 201000001245 periodontitis Diseases 0.000 description 3
- 210000001428 peripheral nervous system Anatomy 0.000 description 3
- 208000030428 polyarticular arthritis Diseases 0.000 description 3
- 201000009395 primary hyperaldosteronism Diseases 0.000 description 3
- 230000000750 progressive effect Effects 0.000 description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
- 230000004258 retinal degeneration Effects 0.000 description 3
- 230000002207 retinal effect Effects 0.000 description 3
- 208000032253 retinal ischemia Diseases 0.000 description 3
- 206010039073 rheumatoid arthritis Diseases 0.000 description 3
- 208000007442 rickets Diseases 0.000 description 3
- 208000013223 septicemia Diseases 0.000 description 3
- 231100001229 severe poisoning Toxicity 0.000 description 3
- 208000007056 sickle cell anemia Diseases 0.000 description 3
- 238000009331 sowing Methods 0.000 description 3
- 210000000278 spinal cord Anatomy 0.000 description 3
- 230000001225 therapeutic effect Effects 0.000 description 3
- 206010043554 thrombocytopenia Diseases 0.000 description 3
- 206010043778 thyroiditis Diseases 0.000 description 3
- 230000008354 tissue degradation Effects 0.000 description 3
- 230000001228 trophic effect Effects 0.000 description 3
- 231100000397 ulcer Toxicity 0.000 description 3
- 208000003663 ventricular fibrillation Diseases 0.000 description 3
- 201000001862 viral hepatitis Diseases 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- GWOSBUGZGFVDDS-UHFFFAOYSA-N (20R)-cholest-4-ene-3,6-dione Natural products C1C(=O)C2=CC(=O)CCC2(C)C2C1C1CCC(C(C)CCCC(C)C)C1(C)CC2 GWOSBUGZGFVDDS-UHFFFAOYSA-N 0.000 description 2
- GWOSBUGZGFVDDS-LKGWFGLDSA-N (8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,7,8,9,11,12,14,15,16,17-decahydro-1h-cyclopenta[a]phenanthrene-3,6-dione Chemical compound C1C(=O)C2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 GWOSBUGZGFVDDS-LKGWFGLDSA-N 0.000 description 2
- 208000024827 Alzheimer disease Diseases 0.000 description 2
- 201000001320 Atherosclerosis Diseases 0.000 description 2
- 208000010859 Creutzfeldt-Jakob disease Diseases 0.000 description 2
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 2
- 102000015336 Nerve Growth Factor Human genes 0.000 description 2
- 208000028389 Nerve injury Diseases 0.000 description 2
- 208000018737 Parkinson disease Diseases 0.000 description 2
- 201000001263 Psoriatic Arthritis Diseases 0.000 description 2
- 208000036824 Psoriatic arthropathy Diseases 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 208000003954 Spinal Muscular Atrophies of Childhood Diseases 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000003376 axonal effect Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 210000000845 cartilage Anatomy 0.000 description 2
- 210000000170 cell membrane Anatomy 0.000 description 2
- 230000009089 cytolysis Effects 0.000 description 2
- 230000001086 cytosolic effect Effects 0.000 description 2
- 201000010064 diabetes insipidus Diseases 0.000 description 2
- 230000013020 embryo development Effects 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000003818 flash chromatography Methods 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 210000004907 gland Anatomy 0.000 description 2
- 239000003102 growth factor Substances 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 230000004054 inflammatory process Effects 0.000 description 2
- 210000001503 joint Anatomy 0.000 description 2
- 238000004811 liquid chromatography Methods 0.000 description 2
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 2
- 235000019341 magnesium sulphate Nutrition 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- 210000004165 myocardium Anatomy 0.000 description 2
- 230000008764 nerve damage Effects 0.000 description 2
- 229940053128 nerve growth factor Drugs 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 230000000144 pharmacologic effect Effects 0.000 description 2
- 239000013612 plasmid Substances 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 230000002829 reductive effect Effects 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- DAEPDZWVDSPTHF-UHFFFAOYSA-M sodium pyruvate Chemical compound [Na+].CC(=O)C([O-])=O DAEPDZWVDSPTHF-UHFFFAOYSA-M 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 230000001960 triggered effect Effects 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 241000220479 Acacia Species 0.000 description 1
- 201000011452 Adrenoleukodystrophy Diseases 0.000 description 1
- 206010003210 Arteriosclerosis Diseases 0.000 description 1
- 208000024806 Brain atrophy Diseases 0.000 description 1
- 241000195940 Bryophyta Species 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 206010048610 Cardiotoxicity Diseases 0.000 description 1
- 206010008428 Chemical poisoning Diseases 0.000 description 1
- 241000207199 Citrus Species 0.000 description 1
- 208000020406 Creutzfeldt Jacob disease Diseases 0.000 description 1
- 208000003407 Creutzfeldt-Jakob Syndrome Diseases 0.000 description 1
- 229920000858 Cyclodextrin Polymers 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- 230000005778 DNA damage Effects 0.000 description 1
- 231100000277 DNA damage Toxicity 0.000 description 1
- 102000009058 Death Domain Receptors Human genes 0.000 description 1
- 108010049207 Death Domain Receptors Proteins 0.000 description 1
- 208000032131 Diabetic Neuropathies Diseases 0.000 description 1
- 206010061818 Disease progression Diseases 0.000 description 1
- 206010053172 Fatal outcomes Diseases 0.000 description 1
- 201000011240 Frontotemporal dementia Diseases 0.000 description 1
- 102100028496 Galactocerebrosidase Human genes 0.000 description 1
- 241000287828 Gallus gallus Species 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 102000034615 Glial cell line-derived neurotrophic factor Human genes 0.000 description 1
- 108091010837 Glial cell line-derived neurotrophic factor Proteins 0.000 description 1
- 208000010055 Globoid Cell Leukodystrophy Diseases 0.000 description 1
- 208000010496 Heart Arrest Diseases 0.000 description 1
- 206010019851 Hepatotoxicity Diseases 0.000 description 1
- 206010020843 Hyperthermia Diseases 0.000 description 1
- 206010061216 Infarction Diseases 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 208000028226 Krabbe disease Diseases 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 235000010643 Leucaena leucocephala Nutrition 0.000 description 1
- 208000009829 Lewy Body Disease Diseases 0.000 description 1
- 201000002832 Lewy body dementia Diseases 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- 102000009030 Member 1 Subfamily D ATP Binding Cassette Transporter Human genes 0.000 description 1
- 108010049137 Member 1 Subfamily D ATP Binding Cassette Transporter Proteins 0.000 description 1
- 208000008238 Muscle Spasticity Diseases 0.000 description 1
- 108091028043 Nucleic acid sequence Proteins 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- 206010057249 Phagocytosis Diseases 0.000 description 1
- 208000000609 Pick Disease of the Brain Diseases 0.000 description 1
- 208000032225 Proximal spinal muscular atrophy type 1 Diseases 0.000 description 1
- 208000033526 Proximal spinal muscular atrophy type 3 Diseases 0.000 description 1
- LCTONWCANYUPML-UHFFFAOYSA-M Pyruvate Chemical compound CC(=O)C([O-])=O LCTONWCANYUPML-UHFFFAOYSA-M 0.000 description 1
- 241000700157 Rattus norvegicus Species 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 208000024248 Vascular System injury Diseases 0.000 description 1
- 208000012339 Vascular injury Diseases 0.000 description 1
- 208000026481 Werdnig-Hoffmann disease Diseases 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 230000003044 adaptive effect Effects 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 239000000427 antigen Substances 0.000 description 1
- 108091007433 antigens Proteins 0.000 description 1
- 102000036639 antigens Human genes 0.000 description 1
- 238000003782 apoptosis assay Methods 0.000 description 1
- 230000009925 apoptotic mechanism Effects 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 230000008238 biochemical pathway Effects 0.000 description 1
- 239000003124 biologic agent Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 230000017531 blood circulation Effects 0.000 description 1
- 230000036770 blood supply Effects 0.000 description 1
- 210000000133 brain stem Anatomy 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- AIYUHDOJVYHVIT-UHFFFAOYSA-M caesium chloride Chemical compound [Cl-].[Cs+] AIYUHDOJVYHVIT-UHFFFAOYSA-M 0.000 description 1
- DEGAKNSWVGKMLS-UHFFFAOYSA-N calcein Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC(CN(CC(O)=O)CC(O)=O)=C(O)C=C1OC1=C2C=C(CN(CC(O)=O)CC(=O)O)C(O)=C1 DEGAKNSWVGKMLS-UHFFFAOYSA-N 0.000 description 1
- BQRGNLJZBFXNCZ-UHFFFAOYSA-N calcein am Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC(CN(CC(=O)OCOC(C)=O)CC(=O)OCOC(C)=O)=C(OC(C)=O)C=C1OC1=C2C=C(CN(CC(=O)OCOC(C)=O)CC(=O)OCOC(=O)C)C(OC(C)=O)=C1 BQRGNLJZBFXNCZ-UHFFFAOYSA-N 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 210000004903 cardiac system Anatomy 0.000 description 1
- 231100000259 cardiotoxicity Toxicity 0.000 description 1
- 238000004113 cell culture Methods 0.000 description 1
- 230000003915 cell function Effects 0.000 description 1
- 230000003833 cell viability Effects 0.000 description 1
- 230000010001 cellular homeostasis Effects 0.000 description 1
- 230000008614 cellular interaction Effects 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 210000002932 cholinergic neuron Anatomy 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 230000001447 compensatory effect Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 230000008602 contraction Effects 0.000 description 1
- 210000004351 coronary vessel Anatomy 0.000 description 1
- 230000001054 cortical effect Effects 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- 229940097362 cyclodextrins Drugs 0.000 description 1
- 210000000805 cytoplasm Anatomy 0.000 description 1
- 239000000824 cytostatic agent Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 230000004069 differentiation Effects 0.000 description 1
- 230000001079 digestive effect Effects 0.000 description 1
- 230000005750 disease progression Effects 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 238000004520 electroporation Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 231100000317 environmental toxin Toxicity 0.000 description 1
- CCIVGXIOQKPBKL-UHFFFAOYSA-N ethanesulfonic acid Chemical class CCS(O)(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-N 0.000 description 1
- 231100000573 exposure to toxins Toxicity 0.000 description 1
- 239000013613 expression plasmid Substances 0.000 description 1
- 239000013604 expression vector Substances 0.000 description 1
- 208000030533 eye disease Diseases 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- 231100000024 genotoxic Toxicity 0.000 description 1
- 230000001738 genotoxic effect Effects 0.000 description 1
- HHLFWLYXYJOTON-UHFFFAOYSA-N glyoxylic acid Chemical class OC(=O)C=O HHLFWLYXYJOTON-UHFFFAOYSA-N 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 231100000304 hepatotoxicity Toxicity 0.000 description 1
- 230000007686 hepatotoxicity Effects 0.000 description 1
- 210000001320 hippocampus Anatomy 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 229920003063 hydroxymethyl cellulose Polymers 0.000 description 1
- 229940031574 hydroxymethyl cellulose Drugs 0.000 description 1
- 230000036031 hyperthermia Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000010874 in vitro model Methods 0.000 description 1
- 230000007574 infarction Effects 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000030214 innervation Effects 0.000 description 1
- 230000003834 intracellular effect Effects 0.000 description 1
- 210000001739 intranuclear inclusion body Anatomy 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 201000004815 juvenile spinal muscular atrophy Diseases 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 201000010901 lateral sclerosis Diseases 0.000 description 1
- 208000036546 leukodystrophy Diseases 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000006194 liquid suspension Substances 0.000 description 1
- 238000011866 long-term treatment Methods 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 230000035800 maturation Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 229960002216 methylparaben Drugs 0.000 description 1
- 230000003278 mimic effect Effects 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 230000011278 mitosis Effects 0.000 description 1
- 230000000877 morphologic effect Effects 0.000 description 1
- 230000004660 morphological change Effects 0.000 description 1
- 208000005264 motor neuron disease Diseases 0.000 description 1
- 235000011929 mousse Nutrition 0.000 description 1
- 230000035772 mutation Effects 0.000 description 1
- 239000013642 negative control Substances 0.000 description 1
- 210000001640 nerve ending Anatomy 0.000 description 1
- 210000000653 nervous system Anatomy 0.000 description 1
- 210000003061 neural cell Anatomy 0.000 description 1
- 210000004498 neuroglial cell Anatomy 0.000 description 1
- 230000000926 neurological effect Effects 0.000 description 1
- 230000007658 neurological function Effects 0.000 description 1
- 230000000508 neurotrophic effect Effects 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 229960002378 oftasceine Drugs 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 230000002018 overexpression Effects 0.000 description 1
- 238000002638 palliative care Methods 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- 230000008782 phagocytosis Effects 0.000 description 1
- 230000009457 physiological apoptosis Effects 0.000 description 1
- 230000035479 physiological effects, processes and functions Effects 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 229940068968 polysorbate 80 Drugs 0.000 description 1
- 239000013641 positive control Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 230000005522 programmed cell death Effects 0.000 description 1
- 208000026526 progressive weakness Diseases 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 229940076788 pyruvate Drugs 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000003938 response to stress Effects 0.000 description 1
- 230000007441 retrograde transport Effects 0.000 description 1
- 238000009738 saturating Methods 0.000 description 1
- 201000000980 schizophrenia Diseases 0.000 description 1
- 238000012163 sequencing technique Methods 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 230000019491 signal transduction Effects 0.000 description 1
- 229940054269 sodium pyruvate Drugs 0.000 description 1
- 208000018198 spasticity Diseases 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 230000004654 survival pathway Effects 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 230000009967 tasteless effect Effects 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 230000000451 tissue damage Effects 0.000 description 1
- 231100000827 tissue damage Toxicity 0.000 description 1
- 238000001890 transfection Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 208000032471 type 1 spinal muscular atrophy Diseases 0.000 description 1
- 208000032527 type III spinal muscular atrophy Diseases 0.000 description 1
- 239000013598 vector Substances 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 238000001262 western blot Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
- C07J41/0005—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring the nitrogen atom being directly linked to the cyclopenta(a)hydro phenanthrene skeleton
- C07J41/0016—Oximes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/02—Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/18—Drugs for disorders of the alimentary tract or the digestive system for pancreatic disorders, e.g. pancreatic enzymes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/04—Drugs for skeletal disorders for non-specific disorders of the connective tissue
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/08—Antiepileptics; Anticonvulsants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/16—Otologicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
- A61P39/02—Antidotes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Virology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Rheumatology (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Immunology (AREA)
- Pain & Pain Management (AREA)
- AIDS & HIV (AREA)
- Dermatology (AREA)
- Cardiology (AREA)
- Molecular Biology (AREA)
- Ophthalmology & Optometry (AREA)
- Obesity (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Psychology (AREA)
- Heart & Thoracic Surgery (AREA)
- Urology & Nephrology (AREA)
- Tropical Medicine & Parasitology (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0512947A FR2894968B1 (fr) | 2005-12-20 | 2005-12-20 | Nouveaux derives de l'oxime de cholest-4-en-3-one, compositions pharmaceutiques les renfermant, et procede de preparation |
| FR0512947 | 2005-12-20 | ||
| PCT/FR2006/002740 WO2007080270A2 (fr) | 2005-12-20 | 2006-12-15 | Nouveaux derives de l'oxime de cholest-4-en-3-one, compositions pharmaceutiques les renfermant, et procede de preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BRPI0620133A2 true BRPI0620133A2 (pt) | 2011-11-01 |
Family
ID=37054406
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0620133-4A BRPI0620133A2 (pt) | 2005-12-20 | 2006-12-15 | composto, utilização de um composto, processo de preparação de compostos e composição farmacêutica |
Country Status (17)
| Country | Link |
|---|---|
| US (3) | US8481515B2 (de) |
| EP (1) | EP1963355B1 (de) |
| JP (1) | JP5452932B2 (de) |
| AT (1) | ATE444302T1 (de) |
| AU (1) | AU2006334608B2 (de) |
| BR (1) | BRPI0620133A2 (de) |
| CA (1) | CA2633633C (de) |
| CY (1) | CY1110592T1 (de) |
| DE (1) | DE602006009557D1 (de) |
| DK (1) | DK1963355T3 (de) |
| ES (1) | ES2331755T3 (de) |
| FR (1) | FR2894968B1 (de) |
| IL (1) | IL192258A (de) |
| PL (1) | PL1963355T3 (de) |
| PT (1) | PT1963355E (de) |
| SI (1) | SI1963355T1 (de) |
| WO (1) | WO2007080270A2 (de) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2874923B1 (fr) * | 2004-09-07 | 2006-10-27 | Trophos Sa | Application a titre de medicaments de derives du 3, 5-seco-4-nor-cholestane, compositions pharmaceutiques les renfermant, nouveaux derives et leur procede de preparation |
| FR2894968B1 (fr) * | 2005-12-20 | 2008-02-22 | Trophos Sa | Nouveaux derives de l'oxime de cholest-4-en-3-one, compositions pharmaceutiques les renfermant, et procede de preparation |
| FR2919180B1 (fr) * | 2007-07-25 | 2009-11-27 | Trophos | Utilisation d'au moins un derive oxime de la cholest-4-en-3-one comme antioxydants |
| WO2009092892A2 (fr) * | 2007-10-30 | 2009-07-30 | Trophos | Nouvelle composition pour traiter les effets secondaires des traitements anticancereux |
| FR2934596B1 (fr) * | 2008-07-30 | 2015-04-10 | Trophos | Nouveaux derives de l'oxime de cholest-4-en-3-one, compositions pharmaceutiques les renfermant, et procede de preparation |
| WO2012069150A2 (en) | 2010-11-22 | 2012-05-31 | Powerpore Gmbh | Cytoprotectant agents for the prevention of drug-associated side-effects |
| FR2979239A1 (fr) | 2011-08-25 | 2013-03-01 | Trophos | Liposome comprenant au moins un derive de cholesterol |
| TWI637951B (zh) | 2013-02-15 | 2018-10-11 | 英商葛蘭素史克智慧財產發展有限公司 | 作為激酶抑制劑之雜環醯胺類 |
| BE1027157B9 (fr) * | 2019-08-01 | 2020-11-03 | Dendrogenix | Composition de dérivés de stérols pour son utilisationdans le traitement d’une pathologie neuronale liée à une hypoxie et/ou à une hypoglycémie et composition correspondante |
| CN115040524A (zh) * | 2022-07-27 | 2022-09-13 | 深圳市中西医结合医院 | 4-胆甾烯-3-酮用于治疗多发性骨髓瘤骨病的应用 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2401934A1 (fr) * | 1977-08-31 | 1979-03-30 | Roussel Uclaf | Nouveau procede de preparation d'oximes en 3 de derives steroides |
| JPH06172378A (ja) * | 1992-12-03 | 1994-06-21 | Taisho Pharmaceut Co Ltd | ステロイド化合物 |
| ES2190348B1 (es) * | 2001-07-19 | 2005-02-01 | Universidade Da Coruña | Nuevos 6e-hidroximinoesteroides: su procdimiento de obtencion mediantesintesis a partir de esteroides comerciales, y su aplicacion como agentes citotoxicos. |
| FR2852246B1 (fr) * | 2003-03-11 | 2005-07-08 | Utilisation de l'oxime de cholest-4-en-3-one dans le traitement des affections du motoneurone | |
| FR2860159B1 (fr) * | 2003-09-26 | 2005-12-02 | Trophos | Utilisation de l'oxime de cholest-4-en-3-one en tant que medicament neuroprotecteur |
| CA2517893C (fr) * | 2003-03-11 | 2012-05-15 | Trophos | Application a titre de medicaments de derives de cholest-4-en-3-one, compositions pharmaceutiques les renfermant, nouveaux derives et leur procede de preparation |
| CN1450080A (zh) * | 2003-05-22 | 2003-10-22 | 中国科学院广州化学研究所 | 一种新的甾体化合物及其提取方法 |
| FR2894968B1 (fr) * | 2005-12-20 | 2008-02-22 | Trophos Sa | Nouveaux derives de l'oxime de cholest-4-en-3-one, compositions pharmaceutiques les renfermant, et procede de preparation |
-
2005
- 2005-12-20 FR FR0512947A patent/FR2894968B1/fr not_active Expired - Fee Related
-
2006
- 2006-12-15 DK DK06841943T patent/DK1963355T3/da active
- 2006-12-15 BR BRPI0620133-4A patent/BRPI0620133A2/pt not_active IP Right Cessation
- 2006-12-15 JP JP2008546508A patent/JP5452932B2/ja not_active Expired - Fee Related
- 2006-12-15 WO PCT/FR2006/002740 patent/WO2007080270A2/fr not_active Ceased
- 2006-12-15 SI SI200630520T patent/SI1963355T1/sl unknown
- 2006-12-15 AT AT06841943T patent/ATE444302T1/de active
- 2006-12-15 AU AU2006334608A patent/AU2006334608B2/en not_active Ceased
- 2006-12-15 EP EP06841943A patent/EP1963355B1/de not_active Not-in-force
- 2006-12-15 US US12/158,640 patent/US8481515B2/en not_active Expired - Fee Related
- 2006-12-15 DE DE602006009557T patent/DE602006009557D1/de active Active
- 2006-12-15 ES ES06841943T patent/ES2331755T3/es active Active
- 2006-12-15 PT PT06841943T patent/PT1963355E/pt unknown
- 2006-12-15 PL PL06841943T patent/PL1963355T3/pl unknown
- 2006-12-15 CA CA2633633A patent/CA2633633C/fr not_active Expired - Fee Related
-
2008
- 2008-06-17 IL IL192258A patent/IL192258A/en not_active IP Right Cessation
-
2009
- 2009-12-29 CY CY20091101344T patent/CY1110592T1/el unknown
-
2012
- 2012-01-18 US US13/352,673 patent/US20120122827A1/en not_active Abandoned
-
2015
- 2015-04-27 US US14/696,933 patent/US20150225443A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| IL192258A0 (en) | 2008-12-29 |
| JP5452932B2 (ja) | 2014-03-26 |
| CY1110592T1 (el) | 2015-04-29 |
| ATE444302T1 (de) | 2009-10-15 |
| CA2633633C (fr) | 2015-11-17 |
| US20120122827A1 (en) | 2012-05-17 |
| EP1963355A2 (de) | 2008-09-03 |
| DK1963355T3 (da) | 2009-12-14 |
| ES2331755T3 (es) | 2010-01-14 |
| CA2633633A1 (fr) | 2007-07-19 |
| PT1963355E (pt) | 2009-11-19 |
| AU2006334608B2 (en) | 2012-05-03 |
| WO2007080270A3 (fr) | 2007-09-20 |
| PL1963355T3 (pl) | 2010-03-31 |
| JP2009520006A (ja) | 2009-05-21 |
| FR2894968A1 (fr) | 2007-06-22 |
| FR2894968B1 (fr) | 2008-02-22 |
| IL192258A (en) | 2013-01-31 |
| US20090203662A1 (en) | 2009-08-13 |
| AU2006334608A1 (en) | 2007-07-19 |
| US20150225443A1 (en) | 2015-08-13 |
| US8481515B2 (en) | 2013-07-09 |
| SI1963355T1 (sl) | 2010-02-26 |
| WO2007080270A2 (fr) | 2007-07-19 |
| EP1963355B1 (de) | 2009-09-30 |
| DE602006009557D1 (de) | 2009-11-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| RU2496784C2 (ru) | Новые производные оксима холест-4-ен-3-она, фармацевтические композиции, их содержащие, и способ получения | |
| US8575138B2 (en) | Method for providing neuroprotection | |
| US20120122827A1 (en) | Novel derivatives of cholest-4-en-3-one oxime, pharmaceutical compositions containing them and preparation method | |
| TWI312679B (en) | Carbamate compounds for use in preventing or treating neurodegenerative disorders | |
| CN101443019B (zh) | 胆甾-4-烯-3-酮衍生物用于获得细胞保护药物的用途 | |
| JP5221392B2 (ja) | 細胞保護剤を得るための３，５−セコ−４−ノル−コレスタン誘導体の使用 | |
| RU2508289C2 (ru) | Новые оксимовые производные 3,5-секо-4-нор-холестана, фармацевтические композиции, содержащие их, и способ их получения | |
| JP5350630B2 (ja) | ３，５−セコ−４−ノルコレスタンの新規な誘導体及びその使用 | |
| WO2008056059A2 (fr) | Derives de 4-azasteroles, leurs procedes de synthese et leur utilisation a titre de medicament |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B08F | Application dismissed because of non-payment of annual fees [chapter 8.6 patent gazette] |
Free format text: REFERENTE AS 4A E 5A ANUIDADES. |
|
| B08K | Patent lapsed as no evidence of payment of the annual fee has been furnished to inpi [chapter 8.11 patent gazette] |
Free format text: REFERENTE AO DESPACHO 8.6 PUBLICADO NA RPI 2161 DE 05/06/2012. |